100185-74-8Relevant academic research and scientific papers
E/Z(C=C)-Isomerization of enamines of 3-formyl-4-hydroxycoumarin induced by organic solvents
Traven,Ivanov,Lebedev,Chibisova,Milevskii,Solov'Eva,Polshakov,Alexandrov,Kazheva,Dyachenko
, p. 1605 - 1611 (2010)
According to 1H and 13C NMR data, enamines of 3-formyl-4-hydroxycoumarin exist in the keto enamine tautomeric form and undergo Z/E-isomerization around the C=C bond in CDCl3, DMSO-d6, and CD3OD at room temperature. The activation energies of E/Z-isomerization were measured experimentally and calculated by the B3LYP/6-311++G(d,p) method. An X-ray diffraction study showed that 3-(benzyliminomethyl)chromane-2,4-dione in the crystalline state exists as a mixture of two keto enamine isomers.
